NPASS drugs

Drug Information

Drug ID:	NPD4575
Drug Name:
Molecular Formula:	C21H25NO2
Canonical SMILES:	CCCNCC(c1oc2c(c1CCc1ccccc1)cccc2)O
Standard InCHI:	InChI=1S/C21H25NO2/c1-2-14-22-15-19(23)21-18(13-12-16-8-4-3-5-9-16)17-10-6-7-11-20(17)24-21/h3-11,19,22-23H,2,12-15H2,1H3
Standard InCHIKey:	XPEXCFSBFPOSQR-UHFFFAOYSA-N
Max Developmental Stage:	Clinical (unspecified phase)
Max Developmental Stage Source:	TTD

Structural Similarity Between NPASS Natural Products and NPD4575

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	161
0.1-0.2	832
0.2-0.3	2526
0.3-0.4	7240
0.4-0.5	5406
0.5-0.6	6069
0.6-0.7	8209
0.7-0.8	447
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7764	NPC62735
Intermediate Similarity	0.7647	NPC60211
Intermediate Similarity	0.764	NPC163029
Intermediate Similarity	0.764	NPC318591
Intermediate Similarity	0.764	NPC231163
Intermediate Similarity	0.7558	NPC268008
Intermediate Similarity	0.7543	NPC469505
Intermediate Similarity	0.7529	NPC469479
Intermediate Similarity	0.7528	NPC476459
Intermediate Similarity	0.7513	NPC157958
Intermediate Similarity	0.75	NPC84721
Intermediate Similarity	0.7485	NPC471613
Intermediate Similarity	0.7471	NPC217602
Intermediate Similarity	0.7471	NPC296030
Intermediate Similarity	0.7471	NPC294300
Intermediate Similarity	0.7471	NPC317900
Intermediate Similarity	0.7471	NPC39929
Intermediate Similarity	0.7471	NPC473282
Intermediate Similarity	0.7471	NPC104380
Intermediate Similarity	0.7471	NPC476404
Intermediate Similarity	0.7469	NPC303217
Intermediate Similarity	0.7461	NPC126211
Intermediate Similarity	0.7458	NPC472581
Intermediate Similarity	0.7456	NPC14875
Intermediate Similarity	0.744	NPC230943
Intermediate Similarity	0.743	NPC186392
Intermediate Similarity	0.7425	NPC17760
Intermediate Similarity	0.7412	NPC135325
Intermediate Similarity	0.7401	NPC219861
Intermediate Similarity	0.7396	NPC300267
Intermediate Similarity	0.7396	NPC51641
Intermediate Similarity	0.7394	NPC204546
Intermediate Similarity	0.7389	NPC141739
Intermediate Similarity	0.7389	NPC136112
Intermediate Similarity	0.7386	NPC472962
Intermediate Similarity	0.7386	NPC472961
Intermediate Similarity	0.7384	NPC472423
Intermediate Similarity	0.7384	NPC474744
Intermediate Similarity	0.7384	NPC474772
Intermediate Similarity	0.7381	NPC302181
Intermediate Similarity	0.7356	NPC80489
Intermediate Similarity	0.7353	NPC469540
Intermediate Similarity	0.7353	NPC12148
Intermediate Similarity	0.7353	NPC469539
Intermediate Similarity	0.7353	NPC130581
Intermediate Similarity	0.7345	NPC45124
Intermediate Similarity	0.7345	NPC99968
Intermediate Similarity	0.7345	NPC30655
Intermediate Similarity	0.7345	NPC74854
Intermediate Similarity	0.7341	NPC243171
Intermediate Similarity	0.7341	NPC171651
Intermediate Similarity	0.7341	NPC285623
Intermediate Similarity	0.7341	NPC35567
Intermediate Similarity	0.7333	NPC107571
Intermediate Similarity	0.7333	NPC129578
Intermediate Similarity	0.733	NPC476349
Intermediate Similarity	0.733	NPC476350
Intermediate Similarity	0.733	NPC228501
Intermediate Similarity	0.7326	NPC472421
Intermediate Similarity	0.7321	NPC53192
Intermediate Similarity	0.7312	NPC939
Intermediate Similarity	0.7306	NPC67346
Intermediate Similarity	0.7306	NPC97086
Intermediate Similarity	0.7305	NPC184053
Intermediate Similarity	0.7303	NPC272722
Intermediate Similarity	0.7299	NPC213608
Intermediate Similarity	0.7299	NPC303950
Intermediate Similarity	0.7299	NPC293286
Intermediate Similarity	0.7299	NPC1477
Intermediate Similarity	0.7299	NPC122365
Intermediate Similarity	0.7294	NPC210826
Intermediate Similarity	0.7288	NPC304839
Intermediate Similarity	0.7288	NPC220582
Intermediate Similarity	0.7283	NPC262039
Intermediate Similarity	0.7283	NPC278476
Intermediate Similarity	0.7283	NPC472580
Intermediate Similarity	0.7283	NPC319910
Intermediate Similarity	0.7283	NPC254412
Intermediate Similarity	0.7283	NPC262038
Intermediate Similarity	0.7283	NPC156244
Intermediate Similarity	0.7283	NPC471229
Intermediate Similarity	0.7278	NPC53640
Intermediate Similarity	0.7278	NPC225884
Intermediate Similarity	0.7273	NPC158900
Intermediate Similarity	0.7268	NPC121400
Intermediate Similarity	0.7267	NPC37226
Intermediate Similarity	0.7267	NPC104172
Intermediate Similarity	0.7267	NPC226644
Intermediate Similarity	0.7267	NPC88886
Intermediate Similarity	0.7257	NPC180901
Intermediate Similarity	0.7257	NPC478159
Intermediate Similarity	0.7257	NPC300757
Intermediate Similarity	0.7257	NPC478161
Intermediate Similarity	0.7253	NPC135370
Intermediate Similarity	0.7251	NPC3779
Intermediate Similarity	0.7251	NPC469425
Intermediate Similarity	0.7251	NPC211466
Intermediate Similarity	0.7251	NPC17101
Intermediate Similarity	0.7251	NPC122828
Intermediate Similarity	0.7251	NPC77903
Intermediate Similarity	0.7251	NPC476182
Intermediate Similarity	0.7251	NPC40086
Intermediate Similarity	0.7251	NPC44721
Intermediate Similarity	0.7251	NPC176869
Intermediate Similarity	0.7247	NPC269117
Intermediate Similarity	0.7247	NPC35345
Intermediate Similarity	0.7246	NPC138438
Intermediate Similarity	0.7246	NPC908
Intermediate Similarity	0.7241	NPC131121
Intermediate Similarity	0.7241	NPC138288
Intermediate Similarity	0.7241	NPC5871
Intermediate Similarity	0.7241	NPC67654
Intermediate Similarity	0.7241	NPC477957
Intermediate Similarity	0.7241	NPC207624
Intermediate Similarity	0.7241	NPC31627
Intermediate Similarity	0.7241	NPC217149
Intermediate Similarity	0.7241	NPC327269
Intermediate Similarity	0.7241	NPC216035
Intermediate Similarity	0.7241	NPC476238
Intermediate Similarity	0.7241	NPC473996
Intermediate Similarity	0.7238	NPC247973
Intermediate Similarity	0.7235	NPC98926
Intermediate Similarity	0.7232	NPC40583
Intermediate Similarity	0.7226	NPC246214
Intermediate Similarity	0.7225	NPC267117
Intermediate Similarity	0.7225	NPC105136
Intermediate Similarity	0.7222	NPC473982
Intermediate Similarity	0.7222	NPC36320
Intermediate Similarity	0.7222	NPC41689
Intermediate Similarity	0.7222	NPC45449
Intermediate Similarity	0.7219	NPC329790
Intermediate Similarity	0.7216	NPC160015
Intermediate Similarity	0.7216	NPC43069
Intermediate Similarity	0.7216	NPC247677
Intermediate Similarity	0.7216	NPC140577
Intermediate Similarity	0.7216	NPC261090
Intermediate Similarity	0.7216	NPC232533
Intermediate Similarity	0.7213	NPC472584
Intermediate Similarity	0.7209	NPC280025
Intermediate Similarity	0.7209	NPC272194
Intermediate Similarity	0.7207	NPC84515
Intermediate Similarity	0.7207	NPC312056
Intermediate Similarity	0.7204	NPC149571
Intermediate Similarity	0.72	NPC244250
Intermediate Similarity	0.72	NPC473194
Intermediate Similarity	0.72	NPC203080
Intermediate Similarity	0.72	NPC133817
Intermediate Similarity	0.72	NPC20907
Intermediate Similarity	0.72	NPC476443
Intermediate Similarity	0.7198	NPC53252
Intermediate Similarity	0.7193	NPC1940
Intermediate Similarity	0.7193	NPC148011
Intermediate Similarity	0.7191	NPC306978
Intermediate Similarity	0.7191	NPC169
Intermediate Similarity	0.7189	NPC473562
Intermediate Similarity	0.7186	NPC112757
Intermediate Similarity	0.7184	NPC58668
Intermediate Similarity	0.7184	NPC106372
Intermediate Similarity	0.7184	NPC472422
Intermediate Similarity	0.7184	NPC193976
Intermediate Similarity	0.7184	NPC471675
Intermediate Similarity	0.7184	NPC263384
Intermediate Similarity	0.7184	NPC121615
Intermediate Similarity	0.7184	NPC471676
Intermediate Similarity	0.7184	NPC115324
Intermediate Similarity	0.7184	NPC472636
Intermediate Similarity	0.7184	NPC115869
Intermediate Similarity	0.7184	NPC170169
Intermediate Similarity	0.7184	NPC472420
Intermediate Similarity	0.7184	NPC23668
Intermediate Similarity	0.7184	NPC294511
Intermediate Similarity	0.7184	NPC244577
Intermediate Similarity	0.7182	NPC255787
Intermediate Similarity	0.7181	NPC469437
Intermediate Similarity	0.7176	NPC469642
Intermediate Similarity	0.7175	NPC65504
Intermediate Similarity	0.7175	NPC296957
Intermediate Similarity	0.7175	NPC260902
Intermediate Similarity	0.7174	NPC309692
Intermediate Similarity	0.7173	NPC308895
Intermediate Similarity	0.717	NPC320242
Intermediate Similarity	0.7168	NPC277032
Intermediate Similarity	0.7168	NPC221868
Intermediate Similarity	0.7168	NPC37208
Intermediate Similarity	0.7167	NPC109180
Intermediate Similarity	0.7167	NPC263092
Intermediate Similarity	0.7167	NPC59295
Intermediate Similarity	0.7167	NPC39305
Intermediate Similarity	0.7167	NPC1755
Intermediate Similarity	0.7167	NPC1706
Intermediate Similarity	0.716	NPC245395
Intermediate Similarity	0.716	NPC477645
Intermediate Similarity	0.716	NPC27220
Intermediate Similarity	0.7159	NPC148938
Intermediate Similarity	0.7159	NPC111341
Intermediate Similarity	0.7159	NPC304745
Intermediate Similarity	0.7159	NPC259710
Intermediate Similarity	0.7159	NPC48579
Intermediate Similarity	0.7159	NPC198490
Intermediate Similarity	0.7159	NPC304207

Drug Structure

NPD4575 OpenBabel08211705262D 26 28 0 0 1 0 0 0 0 0999 V2000 2.0055 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.5055 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6229 -2.5917 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3138 -1.6407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.9537 -3.3349 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 -2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3357 -1.4328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.9756 -3.1270 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.6884 -1.9680 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 -1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.5055 0.9706 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 1.8366 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.6666 -2.1759 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 -1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 -0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 0.9706 0.0000 C 0 0 3 0 0 0 0 0 0 0 0 0 0.2079 -0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.0055 1.8366 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.4945 0.9706 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.5055 2.7026 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9945 0.1045 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 2 1 0 0 0 0 2 14 1 0 0 0 0 3 4 2 0 0 0 0 3 5 1 0 0 0 0 4 8 1 0 0 0 0 5 9 2 0 0 0 0 6 7 2 0 0 0 0 6 10 1 0 0 0 0 7 11 1 0 0 0 0 8 16 2 0 0 0 0 9 16 1 0 0 0 0 10 17 2 0 0 0 0 11 20 2 0 0 0 0 12 13 1 0 0 0 0 12 16 1 0 0 0 0 13 18 1 0 0 0 0 14 22 1 0 0 0 0 15 19 1 0 0 0 0 15 22 1 0 0 0 0 17 18 1 0 0 0 0 17 20 1 0 0 0 0 18 21 2 0 0 0 0 19 21 1 0 0 0 0 19 23 1 0 0 0 0 20 24 1 0 0 0 0 21 24 1 0 0 0 0 22 25 1 0 0 0 0 23 26 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DIB008391
DrugBank
ChEMBL
IUPHAR/BPS
PharmaGKB
KEGG Drug
PubChem CID	133044
ChEBI
CAS Number

Drug Properties

Molecular Weight	323.19
ALogP	-1.1739
MLogP	3.44
XLogP	6.6
HDA	2
HBD	2
Rotatable Bonds	10
TPSA	45.4
RO5 Violation	1